Monthly office hours
Live group sessions with Jonathon where you can bring questions, troubleshoot workflows, evaluate ideas and identify weaknesses, and learn how to use new AI capabilities.
Think Tank
Ongoing advisory, tools, and peer support for professionals working with AI. Stay current without tracking every new release yourself.
At a glance
FormatOnline membership
CadenceMonthly live office hours
ToolkitPrompts & workflow library
MembersCapped at 25
InvestmentAnnounced to waitlist
Membership is capped at 25.
Description
The Upskailed Think Tank is a small, focused membership for professionals who have built their foundational skills and want ongoing support as they put them to work. Members get monthly live sessions, a library of prompts and workflows, a members-only Q&A space, and a curated feed of developments worth paying attention to.
New tools appear constantly, capabilities expand, and what worked three months ago may no longer be the best approach today. The Think Tank keeps you current so you don’t have to track it all yourself.
Membership is capped to keep the group small enough that office hours feel personal.
What’s included
The Toolkit
A prompt library and workflow guide built from teaching and AI exploration. Includes tutorials and templates for frequently repeated tasks, updated regularly.
Members-only Q&A
A dedicated space to ask questions and get practical feedback between office hours.
Curated reading and watching list
Regularly updated recommendations for articles, videos, and podcasts selected for busy professionals who need relevant AI updates without reviewing every announcement.
Ready to join?
Membership capped at 25
The Upskailed Think Tank is for professionals who are committed to continuing to improve their AI skills. If that sounds like you, we’d welcome you as a member.
Common questions
Professionals who have completed AI Foundations (or equivalent training) and want ongoing support as they apply what they’ve learned. If you’re past the basics and want to continue improving how you use AI, this is your community.
AI Foundations teaches the methodology. The Think Tank is where you practice what you learned with ongoing guidance, stay current as tools evolve, and get help with the specific challenges that come up in your day-to-day work.
Membership is capped at 25 to keep office hours interactive, the Q&A manageable, and the group small enough that people know each other's work.
Every session is recorded and shared with members. You can also bring questions to the Q&A channel anytime.
Yes. Membership includes documentation to support your request, including an expense justification template you can adapt for your manager or board.
If the Think Tank no longer feels useful, reach out for an honest review of what changed and whether another course or service would be more useful. Jonathon will discuss your concerns and give you an honest recommendation.
Also available
- AI FoundationsSelf-paced
The Think Tank builds on the fundamentals. If you haven’t taken AI Foundations or equivalent training, start there.
Explore the course - AI MasteryNovember 2026
Six weeks of live, hands-on practice with Jonathon and a small group, built around your own work.
See the November cohort